$449,900
27 Hillside Drive
Sturbridge, MA, 01566
***OPEN HOUSE CANCELLED – ACCEPTED OFFER*** Welcome home to this inviting split-entry home, where hardwood floors, sun-filled living spaces, and a backyard oasis come together to create the perfect place to call home! Enter inside to discover a bright, open-concept living area featuring hardwood floors and a bay window that fills the space with natural light. The adjoining dining area offers sliding glass doors leading to the back deck, creating a seamless flow for indoor-outdoor entertaining. The spacious kitchen features crisp white cabinetry, ample countertop space, stainless steel appliances, and a center island perfect for everyday gatherings. Down the hall, you’ll find three generously sized bedrooms, all boasting hardwood floors, and a full bath. The finished lower level offers even more room to spread out with a versatile bonus room featuring a picture window, perfect for a family room, home office, or recreation space—the choice is yours! A second full bath and direct access to the attached garage complete this level. Get ready to fall in love with the backyard! Step outside onto the spacious deck overlooking an expansive lawn framed by mature trees, complete with an inground pool that’s sure to be the highlight of your summer! Whether you’re hosting gatherings, soaking up the sunshine, or simply relaxing poolside, this outdoor retreat has something for everyone! A convenient storage shed adds the finishing touch. Don’t miss your opportunity to make this wonderful property your own. Unpack and start making memories in your new home today!
Property Details
Price:
$449,900
MLS #:
73596518
Status:
Active Under Contract
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 29, 2026
Finished Sq Ft:
1,869
Total Sq Ft:
1,869
Lot Size:
41,382 sqft / 0.95 acres (approx)
Year Built:
1970
Schools
Interior
Above Grade Finished Area
1397
Appliances
Electric Water Heater, Water Heater, Range, Dishwasher, Refrigerator
Bathrooms
2 Full Bathrooms
Below Grade Finished Area
472
Cooling
None, Whole House Fan
Fireplaces Total
2
Flooring
Tile, Carpet, Hardwood, Flooring – Wall to Wall Carpet
Heating
Electric Baseboard, Electric
Interior Features
Bonus Room, Central Vacuum
Laundry Features
Electric Dryer Hookup, Washer Hookup, In Basement
Exterior
Architectural Style
Split Entry
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Walk/Jog Trails
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Deck – Wood, Pool – Inground, Rain Gutters, Storage
Garage Spaces
2
Open Parking Spaces
8
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Paved Drive, Paved
Parking Spots
10
Parking Total
10
Patio And Porch Features
Deck – Wood
Roof
Shingle
Window Features
Window(s) – Picture, Insulated Windows
Financial
Tax Year
2026
Taxes
$6,788
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Sturbridge as of Nov 08, 2026
42
Single Family Listed
86
Avg DOM
302
Avg $ / SqFt
$636,802
Avg List Price
Community
- Address27 Hillside Drive Sturbridge MA
- CitySturbridge
- CountyWorcester
- Zip Code01566
Subdivisions in Sturbridge
Similar Listings Nearby
Property Summary
- 27 Hillside Drive Sturbridge MA is a Single Family for sale in Sturbridge, MA, 01566. It is listed for $449,900 and features 3 beds, 2 baths, and has approximately 1,869 square feet of living space, and was originally constructed in 1970. The current price per square foot is $241. The average price per square foot for Single Family listings in Sturbridge is $302. The average listing price for Single Family in Sturbridge is $636,802. To schedule a showing of MLS#73596518 at 27 Hillside Drive in Sturbridge, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Lamacchia Realty, Inc.. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
27 Hillside Drive
Sturbridge, MA








































